There are multiple listings for this address:
Chesterfield DR
Santa Cruz, CA, 95062
$2,649,000
Beds
0 Baths
2,537 SqFt
0.09 Acres
Add
MLS #ML81914601 image #0MLS #ML81914601 image #1MLS #ML81914601 image #2MLS #ML81914601 image #3MLS #ML81914601 image #4MLS #ML81914601 image #5MLS #ML81914601 image #6MLS #ML81914601 image #7MLS #ML81914601 image #8MLS #ML81914601 image #9MLS #ML81914601 image #10MLS #ML81914601 image #11MLS #ML81914601 image #12MLS #ML81914601 image #13MLS #ML81914601 image #14MLS #ML81914601 image #15MLS #ML81914601 image #16MLS #ML81914601 image #17MLS #ML81914601 image #18MLS #ML81914601 image #19MLS #ML81914601 image #20MLS #ML81914601 image #21MLS #ML81914601 image #22MLS #ML81914601 image #23MLS #ML81914601 image #24MLS #ML81914601 image #25MLS #ML81914601 image #26MLS #ML81914601 image #27MLS #ML81914601 image #28MLS #ML81914601 image #29MLS #ML81914601 image #30MLS #ML81914601 image #31MLS #ML81914601 image #32MLS #ML81914601 image #33MLS #ML81914601 image #34MLS #ML81914601 image #35MLS #ML81914601 image #36MLS #ML81914601 image #37MLS #ML81914601 image #38MLS #ML81914601 image #39MLS #ML81914601 image #40MLS #ML81914601 image #41MLS #ML81914601 image #42MLS #ML81914601 image #43MLS #ML81914601 image #44MLS #ML81914601 image #45
Ocean Views from this charming 2 bed / 2 bath home on a rare oversized 7,000 + sq ft lot in the heart of Pleasure Point. Sitting just one row back from the surf, enjoy checking the surf every morning while sipping coffee from your primary suites large upstairs deck. Recently updated with a modern coastal palette, this home features an open-concept kitchen with quartz countertops, new appliances, bright interiors, and effortless indoor-outdoor flow for entertaining. The expansive fully-fenced yard offers endless possibilities like gardens, gatherings, or perhaps room to expand? With a detached storage garage and yard with drive-through access from both Chesterfield Drive and Palisades Avenue, this is one of the largest and most versatile parcels in Pleasure Point. Life at the Point truly doesnt get better than this.

Property Details

Price:
$2,649,000
MLS #:
ML81914601
Status:
Pending
Beds:
0
Baths:
0
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
699
Listed Date:
Feb 15, 2023
Finished Sq Ft:
2,537
Lot Size:
3,964 sqft / 0.09 acres (approx)
Year Built:
1933
699Other Neighborhood

Ask a Question

See this Listing

Send
  

Schools

School District:
Other

Interior

Bathrooms
2 Full Bathrooms
Cooling
NO
Flooring
TILE, LAM

Exterior

Parking Spots
8
Roof
CMP

Financial

Map

Community

Market Summary

Current real estate data for Single Family in Santa Cruz as of Nov 19, 2025
110
Single Family Listed
335
Avg DOM
1,135
Avg $ / SqFt
$2,232,182
Avg List Price

Property Summary

    Chesterfield DR Santa Cruz CA is a Single Family for sale in Santa Cruz, CA, 95062. It is listed for $2,649,000 and features 0 beds, 0 baths, and has approximately 2,537 square feet of living space, and was originally constructed in 1933. The current price per square foot is $1,044. The average price per square foot for Single Family listings in Santa Cruz is $1,135. The average listing price for Single Family in Santa Cruz is $2,232,182.

Similar Listings Nearby

broker reciprocity
MLS# ML82026792broker reciprocity
Quail Run
Aptos, CA

$3,400,000

4.9 miles away

broker reciprocity
MLS# ML82027765broker reciprocity
Laurent ST
Santa Cruz, CA

$3,195,000

4.0 miles away

broker reciprocity
MLS# ML82021018broker reciprocity
Escalona DR
Santa Cruz, CA

$3,098,000

4.0 miles away

broker reciprocity
MLS# ML82009635broker reciprocity
Beach DR
Aptos, CA

$2,995,000

4.2 miles away

broker reciprocity
MLS# ML82021308broker reciprocity
Highland Avenue
Santa Cruz, CA

$2,899,750

3.6 miles away

broker reciprocity
MLS# ML81988389broker reciprocity
Mission ST
Santa Cruz, CA

$2,700,000

3.5 miles away

broker reciprocity
MLS# ML82027054broker reciprocity
Cliff DR
Aptos, CA

$2,699,000

4.3 miles away

broker reciprocity
MLS# ML82024125broker reciprocity
Moore Creek RD
Santa Cruz, CA

$2,499,000

4.9 miles away

broker reciprocity
MLS# ML81989206broker reciprocity
Potbelly Beach RD
Aptos, CA

$2,395,000

2.9 miles away

broker reciprocity
MLS# ML82025474broker reciprocity
Nova DR
Santa Cruz, CA

$2,350,000

1.1 miles away

Chesterfield DR
Santa Cruz, CA
Chesterfield DR
Santa Cruz, CA, 95062
$1,999,000
2 Beds
2 Baths
1,280 SqFt
0.16 Acres
Add
MLS #ML82027112 image #0MLS #ML82027112 image #1MLS #ML82027112 image #2MLS #ML82027112 image #3MLS #ML82027112 image #4MLS #ML82027112 image #5MLS #ML82027112 image #6MLS #ML82027112 image #7MLS #ML82027112 image #8MLS #ML82027112 image #9MLS #ML82027112 image #10MLS #ML82027112 image #11MLS #ML82027112 image #12MLS #ML82027112 image #13MLS #ML82027112 image #14MLS #ML82027112 image #15MLS #ML82027112 image #16MLS #ML82027112 image #17MLS #ML82027112 image #18MLS #ML82027112 image #19MLS #ML82027112 image #20MLS #ML82027112 image #21MLS #ML82027112 image #22MLS #ML82027112 image #23MLS #ML82027112 image #24MLS #ML82027112 image #25MLS #ML82027112 image #26MLS #ML82027112 image #27MLS #ML82027112 image #28MLS #ML82027112 image #29MLS #ML82027112 image #30MLS #ML82027112 image #31MLS #ML82027112 image #32MLS #ML82027112 image #33MLS #ML82027112 image #34MLS #ML82027112 image #35MLS #ML82027112 image #36MLS #ML82027112 image #37MLS #ML82027112 image #38MLS #ML82027112 image #39MLS #ML82027112 image #40MLS #ML82027112 image #41MLS #ML82027112 image #42MLS #ML82027112 image #43MLS #ML82027112 image #44MLS #ML82027112 image #45
Ocean Views from this charming 2 bed / 2 bath home on a rare oversized 7,000 + sq ft lot in the heart of Pleasure Point. Sitting just one row back from the surf, enjoy checking the surf every morning while sipping coffee from your primary suites large upstairs deck. Recently updated with a modern coastal palette, this home features an open-concept kitchen with quartz countertops, new appliances, bright interiors, and effortless indoor-outdoor flow for entertaining. The expansive fully-fenced yard offers endless possibilities like gardens, gatherings, or perhaps room to expand? With a detached storage garage and yard with drive-through access from both Chesterfield Drive and Palisades Avenue, this is one of the largest and most versatile parcels in Pleasure Point. Life at the Point truly doesnt get better than this.

Property Details

Price:
$1,999,000
MLS #:
ML82027112
Status:
Active
Beds:
2
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
699
Listed Date:
Nov 8, 2025
Finished Sq Ft:
1,280
Lot Size:
7,013 sqft / 0.16 acres (approx)
Year Built:
1933
699Other Neighborhood

Ask a Question

See this Listing

Send
  

Schools

School District:
Other

Interior

Bathrooms
2 Full Bathrooms
Cooling
NO
Flooring
TILE, LAM

Exterior

Parking Spots
8
Roof
CMP

Financial

Map

Community

Market Summary

Current real estate data for Single Family in Santa Cruz as of Nov 19, 2025
110
Single Family Listed
335
Avg DOM
1,135
Avg $ / SqFt
$2,232,182
Avg List Price

Property Summary

    Chesterfield DR Santa Cruz CA is a Single Family for sale in Santa Cruz, CA, 95062. It is listed for $1,999,000 and features 2 beds, 2 baths, and has approximately 1,280 square feet of living space, and was originally constructed in 1933. The current price per square foot is $1,562. The average price per square foot for Single Family listings in Santa Cruz is $1,135. The average listing price for Single Family in Santa Cruz is $2,232,182.

Similar Listings Nearby

broker reciprocity
MLS# ML82024125broker reciprocity
Moore Creek RD
Santa Cruz, CA

$2,499,000

4.9 miles away

broker reciprocity
MLS# ML81989206broker reciprocity
Potbelly Beach RD
Aptos, CA

$2,395,000

2.9 miles away

broker reciprocity
MLS# ML82025474broker reciprocity
Nova DR
Santa Cruz, CA

$2,350,000

1.1 miles away

broker reciprocity
MLS# ML82024738broker reciprocity
Bulb AV
Santa Cruz, CA

$2,200,000

1.3 miles away

broker reciprocity
MLS# ML82011299broker reciprocity
Graham Hill RD
Santa Cruz, CA

$2,198,000

4.6 miles away

broker reciprocity
MLS# ML82025536broker reciprocity
2nd AV
Santa Cruz, CA

$2,100,000

1.8 miles away

broker reciprocity
MLS# ML82020225broker reciprocity
Miracle LN
Santa Cruz, CA

$1,975,000

4.6 miles away

broker reciprocity
MLS# ML82006609broker reciprocity
Hillcrest DR
Aptos, CA

$1,895,000

3.6 miles away

broker reciprocity
MLS# ML82025534broker reciprocity
2nd AV
Santa Cruz, CA

$1,895,000

1.8 miles away